Oakville Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Find the Best Oakville Vacation Packages

Oakville Hotel Deals

Archer Hotel Napa

Archer Hotel Napa

4.5 out of 5
1230 First Street Napa CA
Fully refundableReserve now, pay when you stay
The price is AEDĀ 1,004 per night from Jul 19 to Jul 20
AEDĀ 1,004
AEDĀ 1,157 total
19 Jul - 20 Jul
includes taxes & fees
9.6/10 Exceptional! (1,260 reviews)
"Excellent quality space, staff, and overall experience. Room have top notch linens and offered a good space to relax. Outstanding rooftop bar with great drinks and a splendid view. Located right in downtown Napa close to excellent dining and hangouts."

Reviewed on 16 July 2026

Archer Hotel Napa
Silverado Resort

Silverado Resort

4 out of 5
1600 Atlas Peak Road Napa CA
Fully refundableReserve now, pay when you stay
The price is AEDĀ 765 per night from Aug 4 to Aug 5
AEDĀ 765
AEDĀ 1,135 total
4 Aug - 5 Aug
includes taxes & fees
9/10 Wonderful! (1,166 reviews)
"Great stay!"

Reviewed on 16 July 2026

Silverado Resort
The Meritage Resort and Spa

The Meritage Resort and Spa

4 out of 5
875 Bordeaux Way Napa CA
Fully refundableReserve now, pay when you stay
The price is AEDĀ 901 per night from Aug 16 to Aug 17
AEDĀ 901
AEDĀ 1,246 total
16 Aug - 17 Aug
includes taxes & fees
The Meritage Resort and Spa
See all 2,058 properties in Oakville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Oakville attractions

A building with a circular top, arched doors, and a stone facade.

Opus One Winery

8.8/10 (168 reviews)
Born from the legendary partnership of Robert Mondavi and Baron de Rothschild, Opus One crafts Napa's most celebrated Bordeaux-style blends. Reserve an intimate tasting for panoramic valley views and exceptional wines.
See properties

Frequently asked questions

How much does an Oakville vacation package cost?
You'll find cheap prices on Expedia for your Oakville getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Oakville costs.
What are the cheapest months to go to Oakville?
If you're looking to book a cheap Oakville vacation package, consider traveling in January, February and November. You're likely to find better rates on flights and hotels during these months ā€” perfect for a budget-friendly getaway.
How to find the best Oakville package deals?
Use Expedia's handy filters to find some fabulous Oakville package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Oakville package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Oakville vacation as a package?
You can enjoy significant savings on your Oakville break by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oakville?
If you're considering a spur-of-the-moment Oakville trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Oakville?

  1. Choose the perfect time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to visit Oakville.
  2. Set a budget: Factor in expenses like flights, meals and transportation when working out how much to save for your trip to Oakville. Then, choose a hotel that works with your budget, whether that's an economical option or a more upscale getaway.
  3. Work out your trip length: Think about how long you'd like to spend exploring Oakville. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the perfect Oakville vacation package for you.